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6827
Calixarenes and cations: a time-lapse photographyof the big-bang
Alessandro Casnati*
Starting in the 1980s in ChemComm, the reports oncation complexation by calixarenes triggered a massive‘‘big-bang’’ explosion of studies on these macrocycles.
COMMUNICATIONS
6831
ATRP synthesis of poly(2-(methacryloyloxy)ethylcholine phosphate): a multivalent universalbiomembrane adhesive
Xifei Yu, Xiaoqiang Yang, Sonja Horte,Jayachandran N. Kizhakkedathu and Donald E. Brooks*
Synthesis is described of a universal biomembrane adhesivebased on biocompatible polymeric choline phosphatebinding to any mammalian cell membrane.
IN THIS ISSUE
ISSN 1359–7345 CODEN CHCOFS 49(61) 6815–6922 (2013)
CoverSee Donald E. Brooks et al.,pp. 6831–6833.Image reproduced by permissionof Donald E. Brooks fromChem. Commun., 2013, 49, 6831.
Inside coverSee Ulrich Siemeling et al.,pp. 6834–6836.Image reproduced by permissionof Ulrich Siemeling fromChem. Commun., 2013, 49, 6834.
ChemCommChemical Communications
www.rsc.org/chemcomm
RSC Publishing is a not-for-profit publisher and a division of the Royal Society of Chemistry. Any surplus made is used to support charitable activitiesaimed at advancing the chemical sciences. Full details are available from www.rsc.org
This journal is �c The Royal Society of Chemistry 2013 Chem. Commun., 2013, 49, 6817–6826 | 6817
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View Article OnlineView Journal | View Issue
EDITORIAL STAFFEditorRobert Eagling
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Senior publishing editorPhilippa Ross
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Chemical Communications (print: ISSN 1359-7345; electronic: ISSN 1364-548X) is published 100 times a year by the Royal Society of Chemistry, Thomas Graham House, Science Park, Milton Road, Cambridge, UK CB4 0WF. All orders, with cheques made payable to the Royal Society of Chemistry, should be sent to RSC Order Department, Royal Society of Chemistry, Thomas Graham House, Science Park, Milton Road, Cambridge, CB4 0WF, UKTel +44 (0)1223 432398; E-mail orders@rsc.org
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EDITORIAL BOARD
ChairRichard R. Schrock, Massachusetts
Institute of Technology
Associate EditorsPenny Brothers, The University of
Auckland
Antonio M. Echavarren, Institute of
Chemical Research of Catalonia
Steven De Feyter, Catholic University
of Leuven
Daniel Gamelin, University of
Washington
Michael Krische, University of Texas
at Austin
Can Li, Dalian Institute of Chemical
Physics
S. Ramakrishnan, Indian Institute of
Science
Jean-Louis Reymond, University of
Berne
Manfred Scheer, University of
Regensburg
Jonathan L. Sessler, University of
Texas at Austin
Jonathan W. Steed, Durham
University
T. Don Tilley, University of California,
Berkeley
Yong-Qiang Tu, Lanzhou University
ADVISORY BOARD
Polly Arnold, University of Edinburgh
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Zhenan Bao, Stanford University
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Davis
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Luiz Henrique Catalani, University of São
Paulo
Chi-Ming Che, University of Hong Kong
Xiao-Ming Chen, Sun Yat-Sen University
Derrick Clive, University of Alberta
Seth Cohen, University of California, San
Diego
Marcetta Darensbourg, Texas A&M
University
Shaojun Dong, Chinese Academy of
Sciences
Jairton Dupont, Institute of Chemistry,
UFRGS
Josh Figueroa, University of California,
San Diego
Alois Fürstner, Max Planck Institute for
Coal Research
Lutz Gade, University of Heidelberg
Philip Gale, University of Southampton
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California, San Diego
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University of Madrid
Rebecca Goss, University of St Andrews
Mike Greaney, University of Manchester
Michaele Hardie, University of Leeds
Craig Hawker, University of California,
Santa Barbara
Steven M. Howdle, University of
Nottingham
Xile Hu, Federal Polytechnic of Lausanne
Feihe Huang, Zhejiang University
Susumu Kitagawa, Kyoto University
Shu Kobayashi, University of Tokyo
Eric Kool, Stanford University
Teck-Peng Loh, Nanyang
Technological University
Tien-Yau Luh, National Taiwan University
Doug MacFarlane, Monash University
Hiromitsu Maeda, Ritsumeikan University
Anna Mapp, University of Michigan
Ilan Marek, Technion, Israel Institute of
Technology
Nazario Martin, Complutense University
of Madrid
Keiji Maruoka, Kyoto University
E. W. ‘Bert’ Meijer, Eindhoven University of
Technology
Catherine Murphy, University of Illinois
Wonwoo Nam, Ewha Womans University
Cristina Nevado, University of Zürich
Jean-Francois Nierengarten, University of
Strasbourg
Dan Nocera, Massachusetts Institute of
Technology
Rachel O’Reilly, University of Warwick
Atsuhiro Osuka, Kyoto University
Sebastian Perrier, University of Sydney
Erwin Reisner, University of Cambridge
Robin Rogers, University of Alabama
Paolo Samori, University of Strasbourg
Oren A. Sherman, University of Cambridge
David Smith, University of York
Doug Stephan, University of Toronto
Zhong-Qun Tian, Xiamen University
Christine Thomas, Brandeis University
Tomas Torres, Autonomous University of
Madrid
Wilfred A. van der Donk, University of
Illinois
Sandeep Verma, Indian Institute of
Technology
Li-Jun Wan, Chinese Academy of Sciences
Helma Wennemers, ETH Zurich
Eiji Yashima, Nagoya University
Shuli You, Shanghai Institute of Organic
Chemistry
Xi Zhang, Tsinghua University
INFORMATION FOR AUTHORSFull details on how to submit material for publication in Chemical Communications are given in the Instructions for Authors (available from http://www.rsc.org/authors). Submissions should be made via the journal’s homepage: http://www.rsc.org/chemcomm.
Authors may reproduce/republish portions of their published contribution without seeking permission from the RSC, provided that any such republication is accompanied by an acknowledgement in the form: (Original Citation)–Reproduced by permission of The Royal Society of Chemistry.
This journal is © The Royal Society of Chemistry 2013. Apart from fair dealing for the purposes of research or private study for non-commercial purposes, or criticism or review, as permitted under the Copyright, Designs and Patents Act 1988 and the Copyright and Related Rights
Regulation 2003, this publication may only be reproduced, stored or transmitted, in any form or by any means, with the prior permission in writing of the Publishers or in the case of reprographic reproduction in accordance with the terms of licences issued by the Copyright Licensing Agency in the UK. US copyright law is applicable to users in the USA.
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Royal Society of Chemistry: Registered Charity No. 207890.
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COMMUNICATIONS
6834
Carbonylation of the simplest persistentdiaminocarbene
Tim Schulz, Christian Farber, Michael Leibold,Clemens Bruhn, Wolfgang Baumann, Detlef Selent,Timo Porsch, Max C. Holthausen and Ulrich Siemeling*
Three’s company: the prototypical carbene (Me2N)2Creacts with CO in a 2 : 1 stoichiometric ratio, affordingan unprecedented betainic oxyallyl species. This reactivitypattern is representative of acyclic diaminocarbenes whichundergo carbonylation.
6837
Palladium-catalyzed ortho-acylation of 2-arylpyridine derivatives using arylmethyl aminesas new acyl sources
Qian Zhang, Fan Yang* and Yangjie Wu*
A facile and efficient protocol for ortho-acylation of2-aryl pyridines using arylmethyl amines as newacylation reagents was developed.
6840
The mechanism of inhibition by H2 of H2-evolutionby hydrogenases
Vincent Fourmond, Carole Baffert, Kateryna Sybirna,Sebastien Dementin, Abbas Abou-Hamdan,Isabelle Meynial-Salles, Philippe Soucaille, Herve Bottinand Christophe Leger*
We demonstrate that whether or not hydrogen evolutionby FeFe or NiFe hydrogenase is significantly inhibited by H2is not a consequence of active site chemistry, but ratherrelates to H2 transport within the enzyme.
6843
A PdAg bimetallic nanocatalyst for selectivereductive amination of nitroarenes
Linsen Li, Zhiqiang Niu, Shuangfei Cai, Yun Zhi, Hao Li,Hongpan Rong, Lichen Liu, Lei Liu, Wei He* andYadong Li*
The composition-dependent selectivity of bimetallicPd1� xAgx (x = 0–1) nanocatalysts in tandem reductiveamination between nitroarenes and aldehydes led tothe discovery of the optimal Pd1Ag1.7 catalyst.
This journal is �c The Royal Society of Chemistry 2013 Chem. Commun., 2013, 49, 6817–6826 | 6819
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COMMUNICATIONS
6846
Superhydrophobic perfluorinated metal–organicframeworks
Teng-Hao Chen, Ilya Popov,* Oussama Zenasni,Olafs Daugulis and Ognjen S. Miljanic*
Three perfluorinated Cu-based metal–organic frameworks(MOFs) were prepared starting from extensively fluorinatedbiphenyl-based ligands accessed via C–H functionalization.These new materials are highly hydrophobic with watercontact angles of up to 151 7 11, they are among themost water-repellent MOFs ever reported.
6849
Rapid dissolution of DNA in a novel bio-based ionicliquid with long-term structural and chemicalstability: successful recycling of the ionic liquid forreuse in the process
Chandrakant Mukesh, Dibyendu Mondal,Mukesh Sharma and Kamalesh Prasad*
DNA (from salmon testes) was solubilised in choline-indole-3-acetate (both pristine and recycled) in 6 h with long termchemical and structural stability.
6852
A facile and high-recovery material for rare-metalsbased on a water-soluble polyallylamine withside-chain thiourea groups
Daisuke Nagai,* Megumi Yoshida, Takuya Kishi,Hisatoyo Morinaga, Yusuke Hara, Masanobu Mori,Satoshi Kawakami and Kenji Inoue
We developed a facile and high-recovery material for raremetals based on a water-soluble polymer bearing thioureagroups.
6855
A straightforward approach to oxide-free coppernanoparticles by thermal decomposition of acopper(I) precursor
David Adner, Marcus Korb, Steffen Schulze,Michael Hietschold and Heinrich Lang*
The synthesis and application of[Cu(PPh3)2(O2CCH2OC2H4OC2H4OCH3)] for coppernanoparticle formation are reported.
6820 | Chem. Commun., 2013, 49, 6817–6826 This journal is �c The Royal Society of Chemistry 2013
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COMMUNICATIONS
6858
Spatially controlled DNA unzipping by microfluidicinterface positioning on a molecule perpendicularto a multicomponent flow
Naresh K. Mani, Sergii Rudiuk and Damien Baigl*
Intramolecular control of DNA unzipping is achieved byrotating a single DNA molecule against a longitudinalmulticomponent microfluidic flow.
6861
Dynamic control of dendrimer–fullerene associationby axial coordination to the core
Ken Albrecht, Yuto Kasai, Yasunori Kuramoto andKimihisa Yamamoto*
Fullerene association of the carbazole–phenylazomethinedendrimer was controlled by bulky pyridine complexationto the core porphyrin in an allosteric manner.
6864
Phosphorescence doping in a flexibleultramicroporous framework for high andtunable oxygen sensing efficiency
Xiao-Lin Qi, Si-Yang Liu, Rui-Biao Lin, Pei-Qin Liao,Jia-Wen Ye, Zhihui Lai, Yanyan Guan, Xiao-Ning Cheng,Jie-Peng Zhang* and Xiao-Ming Chen
Doping RuII in a flexible, fluorescent, porous coordinationpolymer gave highly oxygen sensitive materials withtunable phosphorescence quenching efficiency.
6867
Selective cleavage of 3,5-bis-(trifluoromethyl)-benzylcarbamate by SmI2–Et3N–H2O
Tobias Ankner, Anna Said Stålsmeden andGoran Hilmersson*
3,5-Bis-(trifluoromethyl)benzylcarbamate is a protectinggroup for amines with orthogonal reactivity compared tothat of the common CBz-group. Selective deprotectionwith SmI2–R3N–H2O can be conducted in the presenceof various protecting groups including the CBz-, t-Boc orTBDM groups.
This journal is �c The Royal Society of Chemistry 2013 Chem. Commun., 2013, 49, 6817–6826 | 6821
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COMMUNICATIONS
6870
Colorimetric visualization of acid–base equilibria innon-polar solvent
Atsuomi Shundo, Shinsuke Ishihara, Jan Labuta,Yosuke Onuma, Hideki Sakai, Masahiko Abe,Katsuhiko Ariga* and Jonathan P. Hill*
The multichromophoric indicator ‘porphochromone’ hasbeen used to detect acid–base equilibria in a non-polarmedium.
6873
Remarkable CO2/CH4 selectivity and CO2 adsorptioncapacity exhibited by polyamine-decoratedmetal–organic framework adsorbents
Qiuju Yan, Yichao Lin, Chunlong Kong* andLiang Chen*
Solid porous dual amine-decorated metal–organicframework adsorbents with tunable porosity have beenprepared, which exhibit remarkable CO2/CH4 selectivityand CO2 adsorption capacity.
6876
Synthesis of heterogeneous enzyme–metalnanoparticle biohybrids in aqueous media andtheir applications in C–C bond formation andtandem catalysis
Marco Filice,* Marzia Marciello,Maria del Puerto Morales and Jose M. Palomo*
Noble metals nanoparticles embedded into an enzymaticnetwork are successfully synthesized in aqueous media.These heterogeneous nanobiohybrids catalyze differentchemical reactions in excellent yields and selectivities.
6879
In situ switching layer-by-layer assembly: one-potrapid layer assembly via alternation of reductiveand oxidative electropolymerization
Mao Li,* Jian Zhang, Hai-Jing Nie, Meiyong Liao,Liwen Sang, Wenqiang Qiao, Zhi Yuan Wang,Yuguang Ma, Yu-Wu Zhong* and Katsuhiko Ariga*
In situ one-pot rapid layer-by-layer assembly ofpolymeric films as an active layer of a photoactivedevice via alternation of reductive and oxidativeelectropolymerization has been demonstrated.
6822 | Chem. Commun., 2013, 49, 6817–6826 This journal is �c The Royal Society of Chemistry 2013
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COMMUNICATIONS
6882
Novel expanded porphyrin sensitized solar cellsusing boryl oxasmaragdyrin as the sensitizer
Sandeep B. Mane, Jyun-Yu Hu, Yu-Cheng Chang,Liyang Luo,* Eric Wei-Guang Diau* andChen-Hsiung Hung*
DSSCs containing expanded core-modified porphyrins assensitizers are prepared to achieve promising energyconversion efficiency up to 5.7%.
6885
Facile synthesis of a Cu-based MOF confined inmacroporous carbon hybrid material withenhanced electrocatalytic ability
Yufan Zhang, Xiangjie Bo, Charles Luhana, Huan Wang,Mian Li and Liping Guo*
Preparation of a novel Cu-based MOF confined inmacroporous carbon composites for enhancedelectrocatalytic ability for H2O2 reduction andNADH oxidation.
6888
N-terminal a-amino group modification of peptidesby an oxime formation–exchange reactionsequence
Karen Ka-Yan Kung, Kong-Fan Wong, King-Chi Leungand Man-Kin Wong*
A site-specific and efficient method for N-terminalmodification of peptides using oxone for selectiveoxidation of N-terminal a-amino groups of peptides tooximes followed by transoximation with O-substitutedhydroxylamines has been developed.
6891
Assembly of naphthalenediimide conjugatedpeptides: aggregation induced changes influorescence
Shibaji Basak, Jayanta Nanda and Arindam Banerjee*
The synthesis, gelation and remarkable fluorescenceproperty of naphthalenediimide containing peptides havebeen presented. Gelator molecules exhibit remarkablechange and enhancement in fluorescence from sol togel transformation in mixed solvent systems.
This journal is �c The Royal Society of Chemistry 2013 Chem. Commun., 2013, 49, 6817–6826 | 6823
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COMMUNICATIONS
6894
One-dimensional self-assembly of a water solubleperylene diimide molecule by pH triggeredhydrogelation
Aniket Datar, Kaushik Balakrishnan and Ling Zang*
A water soluble perylene diimide molecule, PA-PTCDI,has been fabricated into nanofibers via a pH triggeredhydrogelation route, and the anisotropic electronic andoptical properties observed for the nanofibers areconsistent with the one-dimensional intermolecularp–p arrangement.
6897
A microporous metal–organic open frameworkcontaining uncoordinated carbonyl groups aspostsynthetic modification sites for cationexchange and Tb3+ sensing
Jianwei Cao, Yanfei Gao, Yanqin Wang, Chunfang Duand Zhiliang Liu*
A 3D microporous compound containing postsyntheticmodification sites for cation exchange was prepared.This compound can effectively and selectively serve as anantenna for sensitizing the visible-emitting Tb3+ cation.
6900
Direct 2-acetoxylation of quinoline N-oxides viacopper catalyzed C–H bond activation
Xuan Chen, Chongwei Zhu, Xiuling Cui* andYangjie Wu*
Dual C–H bond activation as a key step to construct2-acyloxyl quinolines under mild and operationallysimple conditions.
6903
Mobility on the reconstructed Pt(100)-hex surfacein ethylene and in its mixture with hydrogen andcarbon monoxide
Derek R. Butcher, Zhongwei Zhu, Baohua Mao,Hailiang Wang, Zhi Liu, Miquel Salmeron* andGabor A. Somorjai*
The mobility on the Pt(100)-hex surface was studied usinghigh-pressure STM in ethylene and in gas mixtures ofethylene, hydrogen, and CO.
6824 | Chem. Commun., 2013, 49, 6817–6826 This journal is �c The Royal Society of Chemistry 2013
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COMMUNICATIONS
6906
Hybridization chain reaction-based branchedrolling circle amplification for chemiluminescencedetection of DNA methylation
Sai Bi, Tingting Zhao, Baoyu Luo and Jun-Jie Zhu*
A novel hybridization chain reaction-based branchedrolling circle amplification combining the fabrication ofmulti-HRP-capped MNPs is developed for chemiluminescencedetection of DNA methyltransferase activities and inhibitorswith high sensitivity in a well-controlled manner.
6909
A peptide based two component white lightemitting system
Dibakar Kumar Maiti and Arindam Banerjee*
An equimolar mixture of the blue emitting donor peptideand the orange emitting acceptor peptide gives rise to anew white-light emitting substance in solution. Forsterresonance energy transfer occurs from the stilbene moietycontaining donor peptide to the PDI moiety containingacceptor peptide.
6912
Catalytic oxidative cleavage of catechol by anon-heme iron(III) complex as a green routeto dimethyl adipate
Robin Jastrzebski, Bert M. Weckhuysen andPieter C. A. Bruijnincx*
Iron(III) salts, tris(2-pyridylmethyl)amine and a base readilycatalyse the intradiol dioxygenation of pyrocatechol inmethanol, to primarily afford esters of muconic acid,which can be easily converted to dimethyl adipate.
6915
Time-resolved fluorescent detection of Hg2+ in acomplex environment by conjugating magneticnanoparticles with a triple-helix molecular switch
Jing Zheng, Yuhong Nie, Yaping Hu, Jishan Li, Yinhui Li,Ying Jiang and Ronghua Yang*
In this communication, we molecularly engineered alight-switching excimer oligonucleotide-based probefor fluorescent detection of Hg2+.
This journal is �c The Royal Society of Chemistry 2013 Chem. Commun., 2013, 49, 6817–6826 | 6825
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COMMUNICATIONS
6918
One-step DNA-programmed growth of CpGconjugated silver nanoclusters: a potentialplatform for simultaneous enhanced immuneresponse and cell imaging
Yu Tao, Zhenhua Li, Enguo Ju, Jinsong Ren* andXiaogang Qu*
We designed a one-pot synthesis that allowsCpG-functionalized AgNCs to be prepared,combining attractive features of enhancedimmune response and intracellular imaging.
6826 | Chem. Commun., 2013, 49, 6817–6826 This journal is �c The Royal Society of Chemistry 2013
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